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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573121Generated: October 29, 2026

Cesium carbonate → Methyl 4-fluoro-2-(6-nitropyridin-3-yloxy)benzoate

https://huagongshe.com/reaction/573121

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant5-Chloro-2-nitropyridineHCID 259806—
ReactantMethyl 4-fluorosalicylateHCID 2775386—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 4-fluoro-2-(6-nitropyridin-3-yloxy)benzoateHCID 67226297—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of methyl 4-fluoro-2-hydroxybenzoate (23.5 g) and 2-nitro-5-chloropyridine (21.9 g) in N,N-dimethylformamide (120 mL) was added cesium carbonate (45 g). The mixture was stirred at 50° C. overnight. The mixture was diluted with ethyl acetate (800 mL) and washed three times with water and brine. After drying over Na2SO4 and filtration, the solvent was evaporated under vacuum and the residue was purified by silica gel chromatography (2% ethyl acetate in dichloromethane) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029404B2
Source datasetuspto-grants-2015_05
ORD IDord-ef8daf91281f4f5f9267b0639ee577e9
Source noteuspto-grants-2015_05